NP-MRD: Showing NP-Card for (2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid (NP0149219)

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Record Information

Version

2.0

Created at

2022-09-02 05:04:59 UTC

Updated at

2022-09-02 05:04:59 UTC

NP-MRD ID

NP0149219

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid

Description

CHEMBL3593377 belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. (2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid is found in Kadsura coccinea. Based on a literature review very few articles have been published on CHEMBL3593377.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022207052D          

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M  END

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M  END


  Mrv1652309022207052D          

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    1.5214    0.5840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8570    1.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2651   -1.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0018   -0.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8022   -1.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0092   -1.9731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8096   -2.7736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4157   -1.4000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  7 28  1  0  0  0  0
 10 28  1  0  0  0  0
 28 29  1  6  0  0  0
  8 30  1  0  0  0  0
  4 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0149219

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@@]12C=C3[C@@H](CC[C@@H](C(C)=C)[C@]3(C)CCC(O)=O)[C@]1(C)CC[C@H]([C@H](C)CC\C=C(\C)C(O)=O)C2=C

> <INCHI_IDENTIFIER>
InChI=1S/C31H46O5/c1-19(2)24-12-13-25-26(29(24,6)16-15-27(32)33)18-31(36-8)22(5)23(14-17-30(25,31)7)20(3)10-9-11-21(4)28(34)35/h11,18,20,23-25H,1,5,9-10,12-17H2,2-4,6-8H3,(H,32,33)(H,34,35)/b21-11-/t20-,23-,24+,25-,29+,30+,31-/m1/s1

> <INCHI_KEY>
OMLMBVXIKUMQQI-CZVPGSGVSA-N

> <FORMULA>
C31H46O5

> <MOLECULAR_WEIGHT>
498.704

> <EXACT_MASS>
498.334524581

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
58.16799315739125

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,6R)-6-[(2R,4aS,4bR,7S,8S,9aR)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-2,3,4,4a,4b,5,6,7,8,9a-decahydro-1H-fluoren-2-yl]-2-methylhept-2-enoic acid

> <ALOGPS_LOGP>
6.68

> <JCHEM_LOGP>
6.548161707333334

> <ALOGPS_LOGS>
-5.72

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.070187696322718

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.462097391731748

> <JCHEM_PKA_STRONGEST_BASIC>
-4.205671691869946

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
144.20630000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.50e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,6R)-6-[(2R,4aS,4bR,7S,8S,9aR)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2H-fluoren-2-yl]-2-methylhept-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       9.375  -1.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.899   0.130   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.930   1.274   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.610  -1.280   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.044  -1.881   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.188  -2.911   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.382  -2.159   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.679   0.130   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.709   1.274   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.155  -1.335   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.124  -2.479   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.600  -3.944   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.570  -5.089   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.046  -6.553   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.936  -4.768   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.967  -5.913   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.412  -3.304   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.466   2.497   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.095  -2.211   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.470  -1.764   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.097  -3.259   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.617  -3.683   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       5.245  -5.177   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.509  -2.613   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   30                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   28                                                  
CONECT    8    7    9   30                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   13   28                                             
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   26                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   15   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    7   10   29                                             
CONECT   29   28                                                            
CONECT   30    8    4   31   32                                             
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₁H₄₆O₅

Average Mass

498.7040 Da

Monoisotopic Mass

498.33452 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CO[C@@]12C=C3[C@@H](CC[C@@H](C(C)=C)[C@]3(C)CCC(O)=O)[C@]1(C)CC[C@H]([C@H](C)CC\C=C(\C)C(O)=O)C2=C

InChI Identifier

InChI=1S/C31H46O5/c1-19(2)24-12-13-25-26(29(24,6)16-15-27(32)33)18-31(36-8)22(5)23(14-17-30(25,31)7)20(3)10-9-11-21(4)28(34)35/h11,18,20,23-25H,1,5,9-10,12-17H2,2-4,6-8H3,(H,32,33)(H,34,35)/b21-11-/t20-,23-,24+,25-,29+,30+,31-/m1/s1

InChI Key

OMLMBVXIKUMQQI-CZVPGSGVSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Kadsura coccinea	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Abeoabietane diterpenoid
Diterpenoid
Carbocyclic fatty acid
Medium-chain fatty acid
Branched fatty acid
Methyl-branched fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Unsaturated fatty acid
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.68	ALOGPS
logS	-5.7	ALOGPS

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59003938

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122181863

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid (NP0149219)

MOL for NP0149219 ((2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid)

3D MOL for NP0149219 ((2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid)

3D SDF for NP0149219 ((2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid)

3D-SDF for NP0149219 ((2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid)

PDB for NP0149219 ((2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid)

3D PDB for NP0149219 ((2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid)

SMILES for NP0149219 ((2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid)

INCHI for NP0149219 ((2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid)

Structure for NP0149219 ((2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid)

3D Structure for NP0149219 ((2z,6r)-6-[(2r,4as,4br,7s,8s,9ar)-8-(2-carboxyethyl)-9a-methoxy-4a,8-dimethyl-1-methylidene-7-(prop-1-en-2-yl)-3,4,4b,5,6,7-hexahydro-2h-fluoren-2-yl]-2-methylhept-2-enoic acid)